| 35. Round | 05/03/1999 | Swindon Town | - | Bolton Wanderers | 3:3 | ||||
| 36. Round | 08/03/1999 | Stockport County | - | Swindon Town | 2:1 |  |
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| 40. Round | 02/04/1999 | Swindon Town | - | Ipswich Town | 0:6 | |
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| 42. Round | 09/04/1999 | Swindon Town | - | Birmingham City | 0:1 | ||||
| 39. Round | 12/04/1999 | West Bromwich Albion | - | Swindon Town | 1:1 | |
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| 43. Round | 16/04/1999 | Crystal Palace | - | Swindon Town | 0:1 |
England